24325-71-1Relevant academic research and scientific papers
1-(α-Aminobenzyl)-2-naphthol as phosphine-free ligand for Pd-catalyzed Suzuki and one-pot Wittig-Suzuki reaction
Chaudhary,Bedekar
experimental part, p. 430 - 437 (2012/09/22)
Air stable and easily accessible, 1-(α-aminobenzyl)-2-naphthols are used as efficient phosphine-free ligands in palladium-catalyzed Suzuki reaction for a variety of substrates under conventional heating as well as ultrasonic conditions. Multi-brominated aromatic substrates were successfully converted to corresponding arylated moieties with good conversion and selectivity. A novel one-pot two-step cascade reaction strategy involving Wittig and Suzuki reactions is developed for efficient synthesis of 4-styryl biphenyls (C 6-C2-C6-C6 unit). Copyright 2012 John Wiley & Sons, Ltd. Phosphine free 1-(α-aminobenzyl)-2- naphthol ligands are used for Pd catalyzed Suzuki and one-pot Wittig-Suzuki reaction to efficiently prepare styryl biphenyls (C6-C 2-C6-C6 unit). Copyright
Expeditious synthesis of helicenes using an improved protocol of photocyclodehydrogenation of stilbenes
Talele, Harish R.,Chaudhary, Anju R.,Patel, Parthiv R.,Bedekar, Ashutosh V.
experimental part, p. 15 - 37 (2011/06/19)
An improved procedure has been developed for photodehydrocyclization of stilbenes for the synthesis of phenanthrenes and helicenes. This procedure involves the use of THF as a scavenger of hydriodic acid produced during iodine mediated photodehydrocyclization. The use of THF is advantageous due to its higher boiling point, lower cost and easy availability as compared to propylene oxide. The method is applied to synthesize a number of phenanthrenes and helicenes. ARKAT-USA, Inc.
One-pot synthesis of stilbenes by dehydrohalogenation-Heck olefination and multicomponent Wittig-Heck reaction
Saiyed, Akeel S.,Bedekar, Ashutosh V.
experimental part, p. 6227 - 6231 (2011/01/04)
A variant of olefination reaction involving in situ generation of styrene by either one-pot dehydrohalogenation-Heck or one-pot multicomponent Wittig-Heck reaction is developed.
Synthesis and optical properties, including two-photon absorption cross-sections, of differentially functionalized starburst-type π-conjugated molecules
Kobayashi, Kenji,Kita, Yuto,Shigeiwa, Motoyuki,Imamura, Satoru,Maeda, Shuuichi
experimental part, p. 1416 - 1425 (2010/04/26)
Differentially functionalized hexakis(p-substituted-phenylethynyl)benzene and hexakis[4-(p-substituted-styryl)- phenylethynyl]benzene derivatives with various (D6h, D3h, D2h, and C2v) symmetries were synthesized
Heck reactions using segmented flow conditions
Ahmed-Omer, Batoul,Barrow, David A.,Wirth, Thomas
scheme or table, p. 3352 - 3355 (2009/08/17)
Various Heck couplings have been carried out using segmented flow conditions to accelerate the reactions. Aryl iodides and aryl bromides as well as anilines in diazonium-type Heck reactions have been used successfully.
Zn(II)-Induced Ground-State π-Deconjugation and Excited-State Electron Transfer in N,N-Bis(2-pyridyl)amino-Substituted Arenes
Yang, Jye-Shane,Lin, Yan-Duo,Lin, Yu-Hsi,Liao, Fen-Ling
, p. 3517 - 3525 (2007/10/03)
The synthesis and X-ray crystal structures of two N,N-bis(2-pyridyl)amino (dpa)-substituted aromatic systems (Ar-dpa) 1 (Ar = 4,4′-disubstituted trans-stilbene) and 2 (Ar = 1,4-disubstituted benzene) and their ZnCl 2 complexes (1/ZnCl2 and 2/ZnCl2) are reported. The fluoroionophoric behavior of 1-2 in response to Zn(II) in acetonitrile also has been investigated. In addition, compound 3DPA has been prepared and served as a π-deconjugated model for 1DPA. The observed crystal structures for 1/ZnCl2 and 2/ZnCl2 could be divided into two distinct types, the planar and the twisted forms, depending on the aryl-dpa (Cph-NC3) dihedral angle. The twisted form is more favorable for these complexes unless the arene has a strong " push-pull" character. Nonetheless, the degree of π-conjugation between the N-pyridyl and the N-aryl group is reduced in both complex forms when compared with the free ligands. Such a Zn(II)-induced π-deconjugation not only directly affects the internal charge transfer (ICT) fluorescence of the dpa-substituted stilbenes but also facilitates the occurrence of photoinduced electron transfer (PET) from the stilbene donor to the dpa/Zn(II) acceptor. The PET process is particularly important in accounting for the observed Zn-(II)-induced fluorescence quenching for 1DPA as well as 3DPA.
Preparation of functionalized polystyrene-block-polyisoprene copolymers and their luminescence properties
Hou, Sijian,Chan, Wai Kin
, p. 850 - 856 (2007/10/03)
A series of block copolymers functionalized with aromatic 1,3,4-oxadiazole and stilbene derivatives have been synthesized by the palladium catalyzed reaction between polystyrene-block-polyisoprene and different functional units. These polymers exhibited different emission properties in solution and in the solid state. In chloroform solution, they showed relatively narrow and featured emission bands while, in the solid state, the emission band was broadened and showed a significant red shift. These observations were attributed to the formation of aggregates between the luminophores. After some oxadiazole functionalized copolymers were annealed at elevated temperature, such aggregation was enhanced and there were further changes in the emission spectra. For the bifunctional copolymers, such a shift in the emission band was not significant because the presence of two different chemical species in the same block may prevent the same type of luminophores from aggregating together.
Spectroscopic characterization by laser flash photolysis of electrophilic intermediates derived from 4-aminostilbenes. Stilbene "nitrenium" ions and quinone methide imines
Bose, Rohit,Ahmad, Abid R.,Dicks, Andrew P.,Novak, Michael,Kayser, Kelly J.,McClelland, Robert A.
, p. 1591 - 1599 (2007/10/03)
This paper reports the observation in water-acetonitrile solutions of two electrophiles derived from 4-amino- and 4-acetylaminostilbene carcinogens - the 'nitrenium' ion ArCH=CHC6H4-N+R and the quinone methide imine ArCHOH
Direct CC Triple Bond Formation from the C=C Double Bond and Direct Hydroxylation into the o-Position of a Nitro Group on the Benzene Nucleus with Potassium t-Butoxide in N,N-DImethylformamide in the Air
Akiyama, Shuzo,Tajima, Kunihiko,Nakatsuji, Shin'ichi,Nakashima, Kenichiro,Abiru, Kazuko,Watanabe, Miwa
, p. 2043 - 2052 (2007/10/03)
A novel and facile method for direct CC acetylenic bond formation from the C=C double bond by treatment with potassium t-butoxide (t-BuOK) in N,N-dimethylformamide in the air has been found in a 9,10-bis(4-substituted styryl)anthracene series, in 4-substituted 4'-nitrostilbene series, and in 1-(p-nitrophenyl)-4-(p-substituted phenyl)-1,3-butadiene series; its scope and limitations have been examined.The ESR spectrum of the reaction against 4-diethylamino-4'-nitrostilbene was measured to identify an anion radical specied expected for explanation of the mechanism of the dehydrogention reaction.Further, cyclic voltammetric measurements of a series of stilbenes and diphenylacetylenes were carried out in connection with the abovw mechanism.In many cases, interestingly, the use of a large excess of t-BuOH brought about succeeding hydroxylation into the ortho-position of a nitro group on the benzene nucleus.The simple hydroxylation is useful for the synthesis of substituted 5-(arylethynyl)-2-nitrophenols, which are expected to function as non-linear optical materials with the corresponding non-hydroxy compounds.The ultraviolet-visible and fluorescence spectral properties were measured and discussed also with those of the related compounds.
